Title: Siesta key Guest House 5 star on the water Private - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Siesta key Guest House 5 star on the water Private Guesthouse in Sarasota ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/f52cf6cc.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/85eef7c5.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/c4961f42.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach nearby](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/bbc3fdb2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/72000000/71060000/71059300/71059253/9b40207f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies The Siesta Key Guest House offers a five-star experience in a secluded wooded setting. Enjoy a refreshing pool, private drive, spacious deck, fire pit, paddle boards, kayaks, and in-room WiFi. Complete privacy makes it ideal for travelers seeking seclusion with amenities. 9.0 Wonderful ## Popular amenities - Parking available - Pool - Laundry - Pet-friendly - Kitchen - Air conditioning ## Room options ### Check availability for these dates Tonight [Nov. 19 - Nov. 20](https://www.expedia.ca/Hotel-Search?startDate=2025-11-19&endDate=2025-11-20&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-19&endDate=2025-11-20&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Nov. 20 - Nov. 21](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Nov. 21 - Nov. 23](https://www.expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-23&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-23&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Nov. 28 - Nov. 30](https://www.expedia.ca/Hotel-Search?startDate=2025-11-28&endDate=2025-11-30&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-28&endDate=2025-11-30&selected=71059253&PinnedHotelID=71059253&HadPinnedHotel=true®ionId=-1&adults=2) ## You may also like Ad ![Exterior](https://images.trvl-media.com/lodging/79000000/78080000/78072900/78072893/bb36dc53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Home2 Suites by Hilton Lakewood Ranch Bradenton - Pool - Breakfast included - Pet-friendly - Parking included 9.8 Exceptional 429 reviews CA $194 CA $219 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Bradenton-Hotels-Home2-Suites-By-Hilton-Lakewood-Ranch.h78072893.Hotel-Information?chkin=2025-11-30&chkout=2025-12-1&rm1=a2®ionId=602719&destination=Sarasota&destType=MARKET&latLong=27.336435,-82.530655&searchId=97120b18-0272-40cb-8956-3bd46d15cd84&top_cur=CAD) Ad ![Private beach nearby, white sand, free beach shuttle, beach cabanas](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/810000/806200/806101/d7040a4d_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### The Ritz-Carlton, Sarasota Central Sarasota - 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[Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSarasota-Hotels-Siesta-Key-Guest-House-5-Star-On-The-Water-Private.h71059253.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FSarasota-Hotels-Siesta-Key-Guest-House-5-Star-On-The-Water-Private.h71059253.Hotel-Information) ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C27.28407%2C-82.52187&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=5OQuOYLx8gkzoljNux-QTksZ5uA=) Sarasota, FL #### What's nearby - The Landings - 12 min walk - 1.0 km - Bee Ridge Park - 3 min drive - 2.4 km - Coconuts Family Entertainment Center - 3 min drive - 2.1 km - Sarasota Memorial Health Care System - 4 min drive - 2.4 km - Lido Beach - 16 min drive - 12.3 km #### Getting around - Sarasota-Bradenton Intl. Airport (SRQ) - 27 min drive #### Restaurants - ‪Starbucks - ‬16 min walk - ‪Origin Craft Beer & Pizza Cafe The Landing - ‬16 min walk - ‪Phillippi Creek Oyster Bar - ‬2 min drive - ‪La Violetta - ‬13 min walk - ‪Bangkok - ‬12 min walk ## About this property ### Siesta key Guest House 5 star on the water Private Guesthouse near Siesta Key Beach Take advantage of a firepit, a garden, and laundry facilities at Siesta key Guest House 5 star on the water Private. Stay connected with in-room WiFi (surcharge). You'll also find perks like: - Smoke-free premises and barbecue grills Room features All guestrooms at Siesta key Guest House 5 star on the water Private offer perks such as private pools and fireplaces, as well as amenities like air conditioning and WiFi. Other conveniences in all rooms include: - Bathrooms with hair dryers - Smart TVs with cable channels - Balconies, kitchens, and refrigerators ## Similar properties ![Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/2000000/1220000/1213000/1212924/6ff58e07.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hibiscus Suites - Gateway to Siesta Key Sarasota - Pool - Kitchen - Pet-friendly - Parking included 8.6 Excellent 2,195 reviews CA $128 CA $144 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-01&endDate=2025-12-02&selected=1212924&PinnedHotelID=1212924&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/21000000/20920000/20913500/20913488/55589f37.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Key 2B 2 bath with Heated Pool! Sleeps 6 ! Relaxation & Sunshine! 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Food dishes just load into dishwasher Failure to complete these may result in a negative review from the host. ### Pets Pets allowed Service animals are welcome, and are exempt from fees Note from host: A pet fee of $150 per pet and client is responsibl ### Children and extra beds This property does not allow children ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Safety features at this property include a fire extinguisher This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 102577 Vrbo Property Siesta Key Waterfront Estate W Pool Privacy! Sarasota ## Frequently asked questions ### Is Siesta key Guest House 5 star on the water Private pet-friendly? > Yes, pets are allowed at this property. ### How much does it cost to stay at Siesta key Guest House 5 star on the water Private? > As of Nov 19, 2025, prices found for a 1-night stay for 2 adults at Siesta key Guest House 5 star on the water Private on Nov 20, 2025 start from CA $209.78, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. [Choose your dates](https://www.expedia.ca/Sarasota-Hotels-Siesta-Key-Guest-House-5-Star-On-The-Water-Private.h71059253.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### How much is parking? > Onsite parking is available at the property. ### What time is check-in at Siesta key Guest House 5 star on the water Private? > Check-in begins at 4:00 PM. ### What time is check-out at Siesta key Guest House 5 star on the water Private? > Check-out is at 11:00 AM. ### Where is Siesta key Guest House 5 star on the water Private located? > Located in South Sarasota, this guesthouse is 0.7 mi (1.1 km) from The Landings and within 3 mi (5 km) of Bee Ridge Park and Sarasota Memorial Health Care System. Gulf Gate Mall and Sarasota Memorial Hospital are also within 3 mi (5 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Siesta key Guest House 5 star on the water Private Reviews 9.0 ### Wonderful All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 11 8 - Good 5 6 - Okay 1 4 - Poor 1 2 - Terrible 0 ### 9.4/10 Cleanliness ### 10/10 Staff & service ### 10/10 Amenities ### 8.0/10 Property conditions & facilities ### 10/10 Eco-friendliness ### 10/10 Excellent #### Giancarlo May 27, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities House was really comfortable, everything worked fine and was cozy. About 15 mins away from Siesta Key Beach..Would def come back. Highly recommend. ##### Giancarlo Stayed 3 nights in May 2025 ### 10/10 Excellent #### Dar C. Jan 2, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Siesta Key Guesthouse Property and amenities were wonderful and Roy was very helpful. ##### Dar C. Stayed 6 nights in Dec 2023 ### 10/10 Excellent #### Stephanie B. Dec 3, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Quiet retreat Perfect for a weekend getaway. I loved the solitude and being near the water with many cool spots to hang out in the sun. ##### Stephanie B. Stayed 3 nights in Nov 2022 ### 10/10 Excellent #### Mina K., Auburn Apr 24, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### perfect place You have to stay here if you want to have a perfect vacation on Siesta Key. This is a great location.everything is there. And every place recommended by the friendly host Roy were excellent. We had a good time and were lucky to see manatees and dolphins. ##### Mina K. Stayed 4 nights in Apr 2023 ### 10/10 Excellent #### Paula S. Feb 20, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Very Nice Place This is a great place if you enjoy being outdoors! We enjoyed the deck with the overhang, fire pit, hot tub/pool, and the dock on the water. The various wildlife was a bonus. Great location, close to the beach and restaurants. Would recommend this property. ##### Paula S. Stayed 14 nights in Feb 2024 ### 10/10 Excellent #### Elaine K. Mar 17, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great cottage Semi-secluded, cozy, bungalow. Great for two people. Updated with a full kitchen and washer and dryer. The hot tub/pool is great. Nice fire pit and is near the water. ##### Elaine K. Stayed 7 nights in Mar 2024 ### 10/10 Excellent #### Renee R. Jun 8, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Very nice Very nice, would recommend ##### Renee R. Stayed 4 nights in Jun 2023 ### 10/10 Excellent #### Andrea B., Circle Pines, Mn Mar 20, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Absolutely perfect little hidden gem! Me and my 2 teenage daughters stayed in this little gem. Our stay was amazing! My favorite part the washer and dryer so we came home with clean clothes!! The pond was serene, the kayaks to go down the creek so cool! Ray was an amazing host! Would absolutely stay again if in Sarasota! ##### Andrea B. Stayed 5 nights in Mar 2024 ### 8/10 Good #### Sandra L., Hernando, Citrus County Florida Nov 13, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nice dock on Phillipe Creek Cottage was cute. Well stocked. Easy access to Sarasota Bay by boat. ##### Sandra L. Stayed 4 nights in Nov 2023 ### 8/10 Good #### Robert R. Apr 27, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Get away Pictures were a little misleading but over all a nice place to just get away. Very clean. Just needs a little TLC outside. Would not recommend for children. ##### Robert R. Stayed 4 nights in Apr 2024 ### 4/10 Poor #### Blanca P. Jul 17, 2024 Disliked: Communication, location, listing accuracy #### Guess house Ok ##### Blanca P. Stayed 3 nights in Jul 2024 ### 8/10 Good #### Eileen M. Feb 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### sweet spot pleasantly surprised. had everything we needed plus a private space with a dock for fishing , a private fountain and a great fire pit with plenty of wood. didn’t get in the heated pool but the water temp felt great. shopping very close. very clean place…we could have used a little more time to enjoy it more. we were there during presidents week so siesta key which is a few miles away was crazy crowded. ##### Eileen M. Stayed 2 nights in Feb 2024 ### 10/10 Excellent #### Molly M. Jun 26, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Best VRBO house we've stayed at! Love this property. I would buy it if I could. It's so comfortable and Roy is the perfect host. Super great property and we will definitely be recommending to friends and family and also renting again. You will not regret staying here. Also... RENT.THE.BOAT. It was so much fun and we saw dolphins and manatees. Also took out the kayaks and saw iguanas, fish, and birds. It's a paradise! While in the pool we saw squirrels, racoons, woodpeckers, herons, lizards and more! Roy is so very personable and friendly. Great communication with hosts and you won't want to stay in a hotel ever again. LOVE THIS PLACE! ##### Molly M. Stayed 4 nights in Jun 2022 ### 6/10 Okay #### Michelle M. Apr 1, 2024 Liked: Check-in, communication Disliked: Cleanliness #### Could be really cute We were attracted to this property due to the access to the creek behind. We liked that paddle boards and kayaks were provided. They could use a good spray down to clean them between guests. We liked the fountain outside. The decor is cute however, the property is pretty run down. Nails are sticking out of the wrap around deck. The wood looks should prob be replaced. Walls and doors inside could use a good cleaning. The towels and wash clothes should be replaced. They were miss matched, worn and stained. Our host was very nice and responsive to our requests. ##### Michelle M. Stayed 6 nights in Mar 2024 ### 10/10 Excellent #### dayami Apr 22, 2024 Liked: Cleanliness, staff & service, amenities Es un lugar hermoso, muy tranquilo, limpio y cómodo, lo único q necesitan es cambiar sus colchones inflables, pues ya no funcionan bien ##### dayami Stayed 2 nights in Apr 2024 ### 10/10 Excellent #### J.Elizabeth C. Sep 10, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### For true believers who prefer magic over cookie cutter home! This was....just a magical spot. Unexpected and incredible perfect. .Everything you could ever dream of if you want to be transported back to the 1950s and old Florida. The house sheets, pillows and basic elements were of the highest quality and the house was fresh and clean and the best getaway you could imagine...we slept and didnt wake up until noon the next day ..and then we realized we were sleeping on top of a ebbing bayou jetty off the river...the fish gathered outside the porch and the whole cabin was private and quiet and safe feeling ...perfect for mom & child....I will be sending customers to this enchanting little villa .. There is nothing you could want here. Perfect for a week getaway!!! Safe neighborhood & right on the river! Like a fairytale! Huge screen tv if you needed that...tiny kitchen but perfect for us...washer and dryer too! Incredible escape! ##### J.Elizabeth C. Stayed 5 nights in Aug 2022 ### 8/10 Good #### Rob C. Apr 13, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Seclusion Quiet and relaxing. Car traffic-noise in the mornings was loud. ##### Rob C. Stayed 7 nights in Mar 2022 ### 8/10 Good #### Salvatore M., Hudson Feb 27, 2022 Liked: Cleanliness, check-in, communication, location Disliked: Listing accuracy #### 2022 Golf Trip Property was great except we thought 3 of the bedrooms would have more than one bed. So only 4 of the 8 of us had adequate sleeping accommodations. Host was great and checked on us often ##### Salvatore M. 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